Tasting Room Hours

Friday: 2:00 - 6:00 pm
Saturday: 11:00 - 6:00 pm
Sunday: 11:00 - 6:00 pm
















Mark your calendar!

Live Music

Saturday & Sunday, February 7 & 8

Wine & Chocolate Wine Trail Weekend

Saturday & Sunday, February 14 & 15, 12:00 - 5:00; $5 admission

Treat your sweetie (or your pals!) to a great weekends of Working Dog Winery's award winning wines paired with mouth-watering chocolates! Scott Belgard will be back with his magical food truck, preparing chocolate-infused entrees and sweet-tasting selections as well. As part of the premium tasting, sample wine from the barrel with our winemaker. Featuring live music for your enjoyment:


Hair of the Dog 5k and Chesterfest Wine Festival

Sunday, May 17, 10:00 race start time, Chesterfest follows the race

Mark your calendar for our biggest event of the year. This is the 8th annual Hair of the Dog 5k race, with race proceeds benefitting local animal rescue. You can register online through the race website (new this year - register your dog as part of your online registration!)

The Chesterfest Wine Festival starts after the race. Come on our for a great day of live music, great food, beer, and Working Dog wine! Check back here for details as the date gets closer.